Formaldehyde → 7-[3-[(Dodecyloxy)methyl]-4-methyl-1-piperazinyl]-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

HRID 2165658Notes

Reaction equation

HRID 2165658 reaction equation
[CH2:1]([O:13][CH2:14][CH:15]1[NH:20][CH2:19][CH2:18][N:17]([C:21]2[CH:30]=[C:29]3[C:24]([C:25](=[O:36])[C:26]([C:33]([OH:35])=[O:34])=[CH:27][N:28]3[CH2:31][CH3:32])=[CH:23][C:22]=2[F:37])[CH2:16]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12].[CH2:38]=O>C(O)=O>[CH2:1]([O:13][CH2:14][CH:15]1[N:20]([CH3:38])[CH2:19][CH2:18][N:17]([C:21]2[CH:30]=[C:29]3[C:24]([C:25](=[O:36])[C:26]([C:33]([OH:35])=[O:34])=[CH:27][N:28]3[CH2:31][CH3:32])=[CH:23][C:22]=2[F:37])[CH2:16]1)[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH2:10][CH2:11][CH3:12]

Participants

4

Reactant 2

HCID 712FormaldehydeHCID 14839390HCID 14839390, compound

Product 1

HCID 148393917-[3-[(Dodecyloxy)methyl]-4-methyl-1-piperazinyl]-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid

Reagents, catalysts & solvents 1

HCID 284Formic AcidSolvent

Procedure

A 300 mg portion of 7-[3-[(dodecyloxy)methyl]-1-piperazinyl]-1-ethyl-6-fluoro-1,4-dihydro-4-oxo-3-quinolinecarboxylic acid was dissolved in a mixture of 1.2 ml of 37% formaldehyde and 1.5 ml of 90% formic acid, heated on a steam bath for 45 minutes and then evaporated in vacuo. A 5 ml portion of water was added, the solution neutralized with aqueous sodium hydroxide and the solid collected, washed with water and dried, giving 260 mg of the desired product, mp 166°-168° C.

Workup

  1. temperatureheated on a steam bath for 45 minutes
  2. customevaporated in vacuo
  3. additionA 5 ml portion of water was added
  4. customthe solid collected
  5. washwashed with water
  6. customdried

Sources & evidence

ORD record
ord-d7602fe279e344c085c32a6911811770
Source dataset
uspto-grants-1990_07
Patent number
US04940710

Reaction notes

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